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Decarboxylation of Ferulic Acid to 4-Vinyl Guaiacol by Streptomyces setonii

Applied Biochemistry and Biotechnology volume 166, pages 289–299 (2012)Cite this article

Abstract

4-Vinyl guaiacol (3-methoxy 4-hydroxystyrene) can be obtained by decarboxylation of ferulic acid by the strain Streptomyces setonii ATCC 39116. The formation of this metabolite was favoured by microaerobic conditions and the culture medium employed, increasing progressively the product concentration from 543.3 up to 885.1 mg/l when aeration level was diminished, reaching a highest volumetric productivity of 70.4 mg/l h and a product yield of 1.11 mol/mol. The identity of the metabolite was confirmed by gas chromatography–mass spectrometry. A metabolic study of ferulic acid and the main degradation products (ferulic acid, 4-vinyl guaiacol, protocatechuic acid, vanillyl alcohol, vanillic acid and vanillin) suggested that ferulic acid was the only substrate capable to be transformed into 4-vinyl guaiacol by this strain of S. setonii.

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Acknowledgments

We are grateful for the financial support of this work to the Xunta de Galicia (project 09TAL13383PR).

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Affiliations

  1. Chemical Engineering Department, Faculty of Sciences, University of Vigo (Campus Ourense), As Lagoas s/n, 32004, Ourense, Spain

    Belén Max, Sandra Cortés & Jose M. Domínguez

  2. Laboratory of Agro-food Biotechnology, CITI-University of Vigo, Tecnópole, Tecnological Park of Galicia, San Cibrao das Viñas, Ourense, Spain

    Belén Max, Sandra Cortés & Jose M. Domínguez

  3. Microbiology Department, Faculty of Sciences, University of Vigo (Campus Ourense), As Lagoas s/n, 32004, Ourense, Spain

    Julia Carballo

Authors
  1. Belén Max
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  2. Julia Carballo
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  4. Jose M. Domínguez
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Correspondence to Jose M. Domínguez.

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Max, B., Carballo, J., Cortés, S. et al. Decarboxylation of Ferulic Acid to 4-Vinyl Guaiacol by Streptomyces setonii . Appl Biochem Biotechnol 166, 289–299 (2012). https://doi.org/10.1007/s12010-011-9424-7

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  • DOI: https://doi.org/10.1007/s12010-011-9424-7

Keywords

  • 4-Vinyl guaiacol
  • Ferulic acid
  • Decarboxylation
  • Deacetylation
  • Streptomyces setonii